Hobart M. Reese (aka "Cousin Jolly") was a contributor of both letters and artwork to Aunt Anna's children's column and drawing contests in the Washington Post. In 1914 he is listed as 17 years old, working in the pension office and attending night school. He lived at 509 F street NE and attended both Carberry and Peabody School on Capitol Hill.

It's a Monarch visible from around 1914 or 1915. Nice and heavy machines!

I've never seen a side coat pocket shaped that way. Way custom tailored. Not sure at all the picture was done on a typewriter. He may be just typing a label.

[Typewriter art dates back to at least the 1890s. - tterrace]

This is so cool. He would have loved having a PC at work.

I always wondered how they did that ASCII art

Hobart must have spent some considerable time creating that gem. On the other hand, the splendid filing cabinet might contain many more examples of Hobart's creative art.

It would be nice to think that he kept his creations safe, and that this example, at least, survives and is currently sandwiched between the pages of a friend's, or family member's, book.

I believe it would qualify as art, unlike a creation today, using a computer program to render a picture into text symbols.